| USL | 20/04/19 | New York RB II | - | Loudoun United | 1:3 | ||||
| USL | 20/10/19 | Loudoun United | - | New York RB II | 7:3 | ||||
| USL | 12/06/21 | Tampa Bay Rowdies | - | Loudoun United | 2:1 | ||||
| USL | 25/07/21 | Tampa Bay Rowdies | - | Loudoun United | 3:1 | ||||
| USL | 24/08/21 | Loudoun United | - | Tampa Bay Rowdies | 0:2 | ||||
| USL | 24/10/21 | Loudoun United | - | Tampa Bay Rowdies | 0:1 |
USA